Hydrochloric Acid → [6-(Hydroxymethyl)-3-cyclohexenyl]-N-octadecylformamide

HRID 566419ノート

反応式

HRID 566419 の反応式
[CH2:1]([N:19]1[C:27](=O)[CH:26]2C(C[CH:23]=[CH:24][CH2:25]2)[C:20]1=[O:29])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C[CH:31]([OH:33])[CH3:32].[BH4-].[Na+].Cl>O>[OH:33][CH2:31][CH:32]1[CH:27]([N:19]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:20]=[O:29])[CH2:26][CH:25]=[CH:24][CH2:23]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 4311764Sodium borohydrideHCID 212661442-Octadecyl-4,7,3a,7a-tetrahydroisoindole-1,3-dione

生成物 1

HCID 86756229[6-(Hydroxymethyl)-3-cyclohexenyl]-N-octadecylformamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2-Octadecyl-4,7,3a,7a-tetrahydroisoindole-1,3-dione (5.00 g) was suspended into a mixture of 2-propanol (90 ml) and water (15 ml) and then sodium borohydride (2.34 g) was added thereto. After being stirred for 46 hours at room temperature, the reaction mixture was acidified with dilute hydrochloric acid and then concentrated. The residue was, with chloroform added thereto, washed with dilute hydrochloric acid, water and saturated sodium hydrogencarbonate aqueous solution successively, dried over sodium sulfate anhydride, and concentrated. The residue was purified by silica gel column chromatography (silica gel 80 g, chloroform:methanol=50:1-10:1), thereby yielding the entitled compound (4.32 g) as white crystals.

後処理

  1. concentrationconcentrated
  2. additionadded
  3. washwashed with dilute hydrochloric acid, water and saturated sodium hydrogencarbonate aqueous solution successively
  4. dry with materialdried over sodium sulfate anhydride
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (silica gel 80 g, chloroform:methanol=50:1-10:1)

出典と根拠

ORDレコード
ord-a05458d6b26d497282ef231344e0aa16
出典データセット
uspto-grants-2001_01
特許番号
US06174885B1

反応ノート

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